Oahu Beach Rentals

Oahu Beach Rentals

Fusing tropical style with classic luxury, villas in Oahu are the perfect way to stay in America's beautiful Pacific "Gathering Place". This incredibly diverse island offers everything from trendy urban attractions in Honolulu to untouched wilderness to important cultural legacies. Let us customize the getaway of a lifetime, beginning with our private luxury villas in Oahu.

All guests of our Oahu rentals have access to our complimentary concierge service to enhance their stay with pre-arranged activities, car rentals and staffing.

Diamond Head Villas

Diamond Head Tiki Estate
  • Diamond Head Tiki Estate

  • Diamond Head, Oahu, Hawaii
    3 br, 3.5 ba, Pool
  • At this glamorous, 3 bedroom 3 ½ bathroom luxury estate, every amenity you need for relaxing vacation in Hawaii is provided: discreet location,...

Bali Estate
  • Bali Estate

  • Diamond Head, Oahu, Hawaii
    3 br, 2 ba, Pool
  • Experience Hawaii in the most luxurious way possible: in your private Bali estate. Take in the sweeping ocean & palm tree views as you enjoy the...

Diamond Head Hawaii Lani
  • Diamond Head Hawaii Lani

  • Diamond Head, Oahu, Hawaii
    4 br, 4 ba, Pool
  • Diamond Head Hawaii Lani is an elegant, contemporary home with beautiful architectural design and panoramic ocean views in a private tropical...

Empress at Diamond Head
  • Empress at Diamond Head

  • Diamond Head, Oahu, Hawaii
    4 br, 4.5 ba, Pool, Beachfront
  • The Empress is located at the slopes of Diamond Head, Honolulu’s most prestigious neighborhood. This gorgeous beachfront property is truly suited...

Paradise Cove Estate
  • Paradise Cove Estate

  • Diamond Head, Oahu, Hawaii
    7 br, 7.5 ba, Pool, Beachfront
  • Located at the center of the Royal Circle Cove in the prestigious neighborhood of Kahala on Oahu’s South Shore is a 7-bedroom, 13 000 sq. ft, gated,...

All prices listed are in USD

Haleiwa Villas

Hale Kai Nani Cottage 1
  • Hale Kai Nani Cottage 1

  • Haleiwa, Oahu, Hawaii
    3 br, 2 ba, Beachfront
  • Come to Oahu’s north shore and relish paradise in this charming 3 bedroom, 2 bathroom luxury home. Hale Kai Nani Cottage 1, luxuriously equipped...

Sunset Beach
  • Sunset Beach

  • Haleiwa, Oahu, Hawaii
    5 br, 5.5 ba, Pool, Beachfront
  • Sunset Beach is a beautiful beachfront home on the island of Oahu in Hawaii, located on the beautiful North Shore, this home is incredibly private...

All prices listed are in USD

Hawaii Kai Villas

Banyan Tree Beach Estate
  • Banyan Tree Beach Estate

  • Hawaii Kai, Oahu, Hawaii
    5 br, 5.5 ba, Beachfront
  • The Banyan Tree Beach Estate was originally known as the “Dolly Parton Estate” due to the entertainer’s purchase of the property and extensive...

All prices listed are in USD

Honolulu Villas

Honolulu Sky Villa
  • Honolulu Sky Villa

  • Honolulu, Oahu, Hawaii
    4 br, 5 ba, Pool
  • TO VIEW VIRTUAL TOURS, CLICK HERE: Honolulu Sky Villa Here is the ultimate vacation experience in your own private paradise. Honolulu Sky Villa...

Wailupe Oceanfront Villa
  • Wailupe Oceanfront Villa

  • Honolulu, Oahu, Hawaii
    5 br, 4.5 ba, Pool
  • Wailupe Oceanfront Villa is a private oceanfront estate in East Honolulu. Close to Waikiki and downtown, it conveys the quiet elegance of old...

Paradise Beach Estate
  • Paradise Beach Estate

  • Honolulu, Oahu, Hawaii
    4 br, 4 ba, Pool, Beachfront
  • Just beyond the gate to Paradise Beach Estate lies a two-storey villa fit for the most discerning of guests. With four bedrooms, each with their ow...

All prices listed are in USD

Kahala Villas

Tropical Oasis
  • Tropical Oasis

  • Kahala, Oahu, Hawaii
    4 br, 4.5 ba, Pool
  • Tropical Oasis boasts a large, beautifully landscaped lot, with an oversized pool and open floor plan. Each room is its own suite with beautiful...

Hale O’Ho’okipa
  • Hale O’Ho’okipa

  • Kahala, Oahu, Hawaii
    4 br, 5 ba, Pool
  • Virtual Tours: Virtual Tour Stroll down the beach at sunrise or sunset to the Kahala Hotel for breakfast or an evening cocktail. Hale O...

Kalani Villa
  • Kalani Villa

  • Kahala, Oahu, Hawaii
    4 br, 4.5 ba, Pool, Beachfront
  • Built on the shores of Oahu, beachfront Kalani Villa has four bedrooms and four ensuite bathrooms, and is one of our most family-friendly villas in...

Kahala Mini Resort
  • Kahala Mini Resort

  • Kahala, Oahu, Hawaii
    7 br, 6.5 ba, Pool, Beachfront
  • This is the one of the best luxury vacation rental values in Hawaii. With a palm tree-lined beachfront location, two large pools, tennis courts,...

All prices listed are in USD

Kailua Villas

Hale Hikina
  • Hale Hikina

  • Kailua, Oahu, Hawaii
    3 br, 3 ba, Pool, Beachfront
  • This stunning 3-bedroom home benefits from one of the finest beachfront locations of our Oahu vacation rentals. Steps from the white sand of Lanikai...

Plantation at Paradise Point
  • Plantation at Paradise Point

  • Kailua, Oahu, Hawaii
    5 br, 5.5 ba, Pool, Beachfront
  • The Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a...

Swaying Palms
  • Swaying Palms

  • Kailua, Oahu, Hawaii
    6 br, 6 ba, Pool, Beachfront
  • Swaying Palms villa is a luxury, custom home with all the amenities, right on the sands of world renowned Kailua Beach. Enjoy a front row seat for...

Oahu Lani
  • Oahu Lani

  • Kailua, Oahu, Hawaii
    10 br, 10.5 ba, Pool, Beachfront
  • Oahu Lani is a child-friendly, family-oriented beachfront villa that occupies a superb location on Kailua beach, rated one of the 10 finest beaches...

Royal Kailua Estate
  • Royal Kailua Estate

  • Kailua, Oahu, Hawaii
    7 br, 8.5 ba, Pool, Beachfront
  • LIMITED TIME PROMOTION: Discount: Regularly listed rates will be reduced to $5000 per night. This promotion is applicable from August to September...

All prices listed are in USD

Lanikai Villas

Villa Soluna
  • Villa Soluna

  • Lanikai, Oahu, Hawaii
    5 br, 4 ba
  • This gorgeous oceanfront property has 10,500 sq ft, double gate with semi-circular driveway, a beautiful re-landscaped garden with a new extensive,...

Villa Lanikai Ali'i
  • Villa Lanikai Ali'i

  • Lanikai, Oahu, Hawaii
    5 br, 4.5 ba, Pool, Beachfront
  • Ali'i in Hawaiian means "king", and there is none more majestic than this villa! Not only is Lanikai Ali’i on prime beachfront, it sits on a large...

All prices listed are in USD

Manoa Valley Villas

Hale Maluhia
  • Hale Maluhia

  • Manoa Valley, Oahu, Hawaii
    4 br, 3.5 ba, Pool
  • Known for its daily display of rainbows, Manoa Valley will not disappoint. Lounge by the pool and enjoy cool breezes, rainforest mists and the...

All prices listed are in USD

North Shore Villas

Mahakea
  • Mahakea

  • North Shore, Oahu, Hawaii
    4 br, 4.5 ba, Pool, Beachfront
  • This resort style home with tropical hardwood floors is designed around a central courtyard area with pool, spa, Bali -style cabana, fire pits, and...

O Kekai
  • O Kekai

  • North Shore, Oahu, Hawaii
    5 br, 7.5 ba, Pool, Beachfront
  • Experience the beauty and charm of Hale Ohana O Kekai (Family House by the Sea) - one of the north shore of Oahu’s private luxury villas. This hidde...

All prices listed are in USD

Waikiki Villas

Waikiki Landmark #3503
  • Waikiki Landmark #3503

  • Waikiki, Oahu, Hawaii
    2 br, 2 ba, Pool
  • This 2,015 sq. ft. penthouse features city and sunset views, elegant finishes and a prime location near Waikiki’s beaches and attractions. Home to...

Waikiki Landmark #3504
  • Waikiki Landmark #3504

  • Waikiki, Oahu, Hawaii
    3 br, 3 ba, Pool
  • With 3,225 square feet of living space, this elegant penthouse residence is ideal for guests seeking Oahu vacation rentals near Waikiki’s top...

Waikiki Landmark #3501
  • Waikiki Landmark #3501

  • Waikiki, Oahu, Hawaii
    3 br, 3 ba, Pool
  • The well-appointed foyer of this 3,111 sq ft custom-designed penthouse tells you in advance that no expense was spared for luxury. The living room...

Trump King Penthouse
  • Trump King Penthouse

  • Waikiki, Oahu, Hawaii
    3 br, 3.5 ba, Pool
  • Set on the 37th floor of the Trump Waikiki tower, the Trump King Penthouse is a superbly appointed property with stunning views across the Pacific –...

Waikiki Landmark #3504a
  • Waikiki Landmark #3504a

  • Waikiki, Oahu, Hawaii
    4 br, 4.5 ba, Pool
  • This custom-designed 5,359 sq. ft. penthouse is conveniently located near the Waikiki Strip, home to many of the neighborhood’s top restaurants,...

Waikiki Landmark Estate
  • Waikiki Landmark Estate

  • Waikiki, Oahu, Hawaii
    9 br, 9.5 ba, Pool
  • Waikiki Landmark is one of the area’s most prestigious buildings, and home to four of our Oahu vacation rentals. Head here to be in the heart of all...

All prices listed are in USD